HubSpot’s Kieran Flanagan on how AI is transforming SaaS go-to-market

Alex Theuma speaks with Kieran Flanagan about his learnings from leading AI and GTM at HubSpot. Kieran shares his journey from leading HubSpot’s inbound and PLG transformations to spearheading its AI-powered GTM initiatives, including: - Why integrating AI into your workflow is now essential for top performers. - The rise of new AI-driven roles like AI trainers. - The AI experiments at HubSpot driving 300–500% increases in booked meetings. - How startups can apply AI to GTM without breaking the budget. - A sneak peek at his upcoming SaaStock Europe keynote presentation. Guest links: LinkedIn - https://www.linkedin.com/in/kieranjflanagan/ Marketing Against the Grain podcast - https://blog.hubspot.com/podcasts/marketing-against-the-grain Website - https://www.kieranflanagan.io/ HubSpot website - http://hubspot.com/ Check out the other ways SaaStock is helping SaaS founders move their business forward: 🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland Book tickets: https://saastock-europe.com/tickets/ 🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas Book tickets: https://saastock-usa.com/ 🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/) 🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)